Reaktion #644987

ord-b1c2ea85f9bc4a73b6471a3d2e012482

Reaktionsgleichung

CCN(C(C)C)C(C)C
Hunig base
O=C(O)C1(c2ccc(Cl)cc2)CC1
1-(4-chlorophenyl)cyclopropanecarboxylic acid
CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP reagent
c1ccc(C2CCCN2)cc1
2-phenylpyrrolidine
O=C(N1CCCC1c1ccccc1)C1(c2ccc(Cl)cc2)CC1
1-{[1-(4-chlorophenyl)cyclopropyl]carbonyl}-2-phenylpyrrolidine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigedirectly purified by flash column

Vorschrift

To a solution of 30 mg of 1-(4-chlorophenyl)cyclopropanecarboxylic acid and 81 mg BOP reagent in 0.5 mL methylene chloride wad added 27 mg of 2-phenylpyrrolidine, followed by the addition of 53 ul of Hunig base. The reaction mixture was stirred at r.t. for 2 hours and directly purified by flash column using ethyl/hexane as the eluting solvent to provide the desired 1-{[1-(4-chlorophenyl)cyclopropyl]carbonyl}-2-phenylpyrrolidine. LCMS (ESI): 326.1 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08058288B2uspto-grants-2011_11